5-Methoxy-2-phenylfuro[2,3-b]pyridine

Base Information

• Chemical Name: 5-Methoxy-2-phenylfuro[2,3-b]pyridine
• CAS No.: 431942-28-8
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.247
• DSSTox Substance ID: DTXSID101286254
• Nikkaji Number: J1.677.120A
• Mol file: 431942-28-8.mol

Synonyms:5-methoxy-2-phenylfuro[2,3-b]pyridine;431942-28-8;DTXSID101286254

Chemical Property of 5-Methoxy-2-phenylfuro[2,3-b]pyridine

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CN=C2C(=C1)C=C(O2)C3=CC=CC=C3

Technology Process of 5-Methoxy-2-phenylfuro[2,3-b]pyridine

There total 7 articles about 5-Methoxy-2-phenylfuro[2,3-b]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

sodium methylate (124-41-4) + 5-bromo-2-phenylfuro[2,3-b]pyridine (431942-30-2) → 2-phenylfuro<2,3-b>pyridine (24391-84-2) + 5-methoxy-2-phenylfuro[2,3-b]pyridine (431942-28-8)

Guidance literature:

With copper(I) bromide; In methanol; N,N-dimethyl-formamide; for 12h; Heating;

DOI:10.3987/com-01-9363

Reference yield: 65.0%

phenylacetylene (536-74-3) + 2-hydroxy-3-iodo-5-methoxypyridine (431942-24-4) → 5-methoxy-2-phenylfuro[2,3-b]pyridine (431942-28-8)

Guidance literature:

With copper(l) iodide; (Ph₂P)2PdCl₂; In triethylamine; at 100 ℃; for 10h;

DOI:10.3987/com-01-9363

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 5-methoxy-2-phenylfuro[2,3-b]pyridine (431942-28-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaNO₂ / H₂SO₄; H₂O / 0.5 h / 0 - 5 °C

1.2: 82 percent / CuSO₄*5H₂O / H₂O / Heating

2.1: 74 percent / N-iodosuccinimide / methanol / 10 h / 50 °C

3.1: 72 percent / (Ph₂P)2PdCl₂; CuI / triethylamine / 10 h / 100 °C

4.1: 78 percent / CuBr / methanol; dimethylformamide / 12 h / Heating

With N-iodo-succinimide; copper(l) iodide; (Ph₂P)2PdCl₂; copper(I) bromide; sodium nitrite; In methanol; sulfuric acid; water; triethylamine; N,N-dimethyl-formamide;

DOI:10.3987/com-01-9363

upstream raw materials:

sodium methylate

5-bromo-2-phenylfuro[2,3-b]pyridine

phenylacetylene

2-hydroxy-3-iodo-5-methoxypyridine

Downstream raw materials:

2-(5-methoxy-2-phenylfuro[2,3-b]pyridin-3-yl)acetonitrile

5-methoxy-3-methyl-2-phenylfuro[2,3-b]pyridine

3-bromo-2-methoxyfuro[2,3-b]pyridine